en
Scientific article
Letter
English

Cu-catalyzed asymmetric 1,4-addition of Me3Al to nitroalkenes. Synthesis of (+)-Ibuprofen

Published inTetrahedron letters, vol. 46, no. 9, p. 1529-1532
Publication date2005
Abstract

Trimethylaluminium undergoes enantioselective (ee up to 93%) copper-catalysed Michael addition to various nitroalkenes. Copper thiophenecarboxylate (CuTC) (2 mol %) and 4 mol % of a chiral phosphoramidite ligand are sufficient for a complete and clean reaction. The synthesis of (+)-ibuprofen is described with 82% ee.

Keywords
  • Copper
  • Aluminium
  • Nitro
  • Conjugate addition
  • Asymmetry
  • Ibuprofen
Citation (ISO format)
POLET, Damien, ALEXAKIS, Alexandre. Cu-catalyzed asymmetric 1,4-addition of Me3Al to nitroalkenes. Synthesis of (+)-Ibuprofen. In: Tetrahedron letters, 2005, vol. 46, n° 9, p. 1529–1532. doi: 10.1016/j.tetlet.2005.01.007
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Article (Published version)
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Identifiers
ISSN of the journal0040-4039
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